Jesse Highling

Advisor
| 240-674-0845

Born and raised in Frederick County, Jesse’s passion for the outdoors and sustainable land practices has shaped his career from the very beginning. Starting in the agriculture industry, he gained hands-on experience in dairy and poultry farming, row crop production, nutrient management applications, and Non-GMO grain sales. This practical foundation gave Jesse a firsthand understanding of sustainable practices, which carried into his next professional chapter.

After transitioning into the construction field, Jesse excelled in site excavation and utilities, working on large-scale bioretention projects designed to address wastewater and storm water management. His contributions helped develop natural habitats, combining his interest in environmental stewardship with practical land-use solutions. These projects not only advanced Jesse’s technical skills but also reinforced his dedication to conservation efforts that balance human needs with environmental protection.

Now residing in Easton, Jesse took on a pivotal role in the launch of a startup hunting brand. His leadership in this venture included building strategic relationships with major outdoor brands and conservation organizations, positioning the brand as a respected player in the industry. Through his efforts, Jesse has become known as a connector within the outdoor and conservation communities, advocating for sustainable outdoor recreation and ethical land use.

As a lifelong outdoorsman and conservationist, Jesse’s mission is to inspire a love for nature while promoting responsible land stewardship. He is dedicated to helping his clients not only navigate the complexities of land ownership and investment but also understand the broader impact of their land-use decisions. Jesse’s deep roots in the mid-Atlantic outdoor community, coupled with his agriculture, construction and business development experience, make him a trusted guide for those seeking to align their land assets with sustainable practices and a passion for the outdoors.

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Listings

Featured Property

3819 Maple Dam Rd, Cambridge, MD 21613

Listing ID: 13-286539

Price: $749000

Status: active

Acres: 10.54

Situated as the last privately owned property on Maple Dam Road before entering Blackwater National Wildlife Refuge, this 10.54± acre offering occupies an exceptional setting surrounded by refuge lands on all sides. The property lies within thousands of acres of permanently protected public ground, providing unmatched privacy, wildlife presence, and long-term landscape preservation in the heart of Dorchester County. Improvements include a 1,718± square-foot residence powered by a PV solar array, backed by an on-demand 22kw generator delivering efficient and sustainable energy. Climate control is handled by six mini-split systems, with an additional in-box unit conveying with the sale, offering flexibility for future expansion or replacement. The home features two gas fireplaces, with one having an option to burn wood, adding both comfort and versatility. A four-person hot tub is included, creating an ideal space to unwind and watch the sunset. A 30’ x 30’ garage with 14-foot ceilings provides ample room for boats, equipment, and sporting gear. in addition to the large garage, a climate-controlled office/workshop is just steps away from the main house. The land itself is highlighted by natural marsh ponds and wetlands, enhancing habitat and contributing to the area’s outstanding waterfowl hunting and well-established Sika deer population. This property offers a unique opportunity to enjoy legitimate hunting and outdoor recreation from a private home site while being fully immersed within one of Maryland’s most iconic conservation landscapes. Whether used as a full-time residence, weekend retreat, or generational sporting property, Maple Dam Road delivers an exceptional blend of access, privacy, and outdoor heritage that is increasingly difficult to find on the Eastern Shore.
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Featured Property

Folly Creek Rd, Accomac, VA 23301

Listing ID: 095-00-03-00-C000-00

Price: $699000

Status: active

Acres: 93

Situated in the heart of Virginia’s Eastern Shore, this 93-acre tract on Folly Creek Road offers a combination of agricultural productivity, timber value, coastal access, and rural development potential. Located just moments from the Folly Creek Boat Ramp, owners enjoy effortless access to one of Accomack County’s most scenic tidal creeks—well known for its quiet paddling waters, fishing, crabbing, and pathways out to Metompkin and Cedar Islands. The property consists of 61+/- acres if tillable land and 32 acres of Timber, underlain primarily by Bojack Soils, a well-regarded Eastern Shore series valued for its stability, drainage characteristics, and adaptability for a wide range of crops. With strong farming history and ample road frontage, the tract is well suited for continued agricultural use, recreational hunting property or exploration into rural residential home sites Located just minutes from the towns of Accomac, Parksley and Onancock the property provides convenient access to local amenities, historic downtowns, medical services, and Eastern Shore’s growing culinary and arts offerings. Outdoor recreation is abundant, with nearby public landings, barrier islands, pristine beaches, and thousands of acres of protected conservation lands. Whether envisioned as a farm expansion, timber and land investment, private estate or possible rural residentail project, this tract presents a unique opportunity to own acreage in a naturally rich and recreationally diverse area of the Eastern Shore.  
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Featured Property

10380 Chapel Rd, Easton, MD 21601

Listing ID: 04151208

Price: $1450000

Status: active

Acres: 44.28

A rare chance to own 42.28± acres of productive farmland located in the soughtafter Chapel School District,  just minutes northeast of Easton, Maryland. In a county where quality agricultural ground is rarely brought to market, this property presents a valuable opportunity for farmers, investors, and ag-focused buyers. The farm offers approximately 30± acres of tillable land, well-suited for row crops or rotational planting, along with 6± acres of timber and the remaining acreage in the homesite and agricultural improvements. The operation includes substantial infrastructure designed for dairy use: 70± stall main barn with pasture access Dry cow barn 120' x 50' heifer barn 10-cow swing parlor 800-gallon milk tank 350,000-gallon slurrystone tank A 3,878± square-foot farmhouse (5 BR, 3 BA) accompanies the farm, offering ample space for family or farm staff. Both the residence and farm structures are sold As Is, giving the buyer an opportunity to repurpose or expand. Please note: Only the real property conveys. Cattle, machinery, and creamery processing equipment are available separately, outside of the property sale. With its tillable acreage, extensive dairy facilities, and prime Talbot County location, this is a rare opportunity to secure agricultural ground in one of Maryland’s most sought-after farming regions.
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Featured Property

2735 Lloyd Webb Rd, Crisfield, MD 21817

Listing ID: 12-009240

Price: $1499000

Status: active

Acres: 1119.42

Presenting, Lawson Marsh, Crisfield, Maryland – 1119.42+- acres. The habitat value of Lawson Marsh is significant both today as it was in the mid-1900s when the Ward Brothers were perfecting their decoy carving craft along Jenkins Creek and Lawson Marsh. This property includes a 7.43+- acre parcel on Lloyd Webb Rd featuring a 1,250 sq ft lodge. On the opposite side of the property along the shoreline, the various recreational activities are enhanced through the use of the cabin with pier to access the vast amount of acreage and to extend your stay on the marsh and water, as well as the offshore blind.     
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Land Advisory

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Conservation and Ecosystem Market Services
Deal Sourcing For Solar and Renewables
Corporate & Non-Profit Services
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